Water → 5-(3,5-Difluorophenyl)-5-methylimidazolidine-2,4-dione

HRID 1685378ノート

反応式

HRID 1685378 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH3:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[C-:12]#[N:13].[Na+].[C:15](=[O:18])([O-])[O-].[NH4+:19].[NH4+].[OH2:21]>CCO>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([CH3:10])[NH:19][C:12](=[O:21])[NH:13][C:15]2=[O:18])[CH:5]=[C:6]([F:8])[CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 8929Sodium CyanideHCID 517111Ammonium CarbonateHCID 5185963',5'-Difluoroacetophenone

生成物 1

HCID 593704615-(3,5-Difluorophenyl)-5-methylimidazolidine-2,4-dione

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A suspension of 3′,5′-difluoroacetophenone (5.00 g, 32.0 mmol), sodium cyanide (4.71 g, 96.1 mmol), and ammonium carbonate (30.8 g, 320 mmol) was heated at 70° C. in EtOH (60 mL) and water (60 mL) for 4 h. The reaction mixture was cooled to ambient temperature and the resulting precipitate filtered and rinsed with water to produce a white solid. The filtrate was extracted with EtOAc (2×250 mL). The combined organic extracts were washed with brine (100 mL), dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was combined with the solid collected above to provide the title compound. MS: m/z=227 (M+1).

後処理

  1. filtrationthe resulting precipitate filtered
  2. washrinsed with water
  3. customto produce a white solid
  4. extractionThe filtrate was extracted with EtOAc (2×250 mL)
  5. washThe combined organic extracts were washed with brine (100 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customcollected above

出典と根拠

ORDレコード
ord-7587add906ac411b87eb57b229e9654b
出典データセット
uspto-grants-2012_04
特許番号
US08148390B2

反応ノート

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